1220531-63-4Relevant articles and documents
Organocatalytic Approach for Assembling Flavanones via a Cascade 1,4-Conjugate Addition/oxa-Michael Addition between Propargylamines with Water
He, Xinwei,He, Xinwei,Xie, Mengqing,Li, Ruxue,Choy, Pui Ying,Tang, Qiang,Shang, Yongjia,Kwong, Fuk Yee
, p. 4306 - 4310 (2020/06/05)
A DBU-catalyzed one-pot cascade reaction of propargylamines and water for the synthesis of flavanones has been developed. This process proceeds via a sequence of 1,4-conjugate addition of water to alkynyl o-quinone methide (o-AQM), followed by the alkyne-allene isomerization and subsequent intramolecular oxa-Michael addition. This strategy provides a convenient method for accessing a broad range of flavanones in good to excellent yields with good functional-group tolerance, in particular, the reactive halo functional groups.
Fast and efficient synthesis of flavanones from cinnamic acids
Bedane, Kibrom Gebreheiwot,Majinda, Runner R. T.,Masesane, Ishmael B.
, p. 1803 - 1809 (2016/11/18)
A fast and efficient synthesis of flavanones from cinnamic acids in three steps has been developed. First, the cinnamic acid was converted to cinnamyol chlorides using SOCl2. The acid chlorides were then treated with substituted phenols in BF3· OEt2to furnish corresponding chalcones in 42(75% yields. Base-catalyzed cyclization of the chalcones at room temperature afforded corresponding flavones in 85–95% yields. The conversion of the cinnamic acid derivatives to corresponding chalcones was found to be sensitive to the position and nature of the substituents on the aromatic rings.
Simple and efficient one step synthesis of functionalized flavanones and chalcones
Albogami, Abdullah Saad,Karama, Usama,Mousa, Ahmed Amine,Khan,Al-Mazroa, Sara Abdullah,Alkhathlan, Hamad Z.
, p. 619 - 626 (2012/10/30)
A facile and highly efficient microwave-assisted synthesis of functionalized chalcones and flavanones based on the Claisen-Schmidt condensation reaction is reported. The method describes the synthesis of flavanones in single step with excellent yield and it was revealed that position and number of substituents on acetophenones and aromatic aldehydes played a very crucial and key role in the construction of flavanone derivatives. Among the thirty two synthesized compounds, five chalcones and one flavanone were novel compounds.